US4587342AExpiredUtilityPatentIndex 81
2,4-diamino-(substituted-benzopyran(quinolyl,isoquinoly)methyl)pyrimidines useful as antibacterials

Assignee: DALUGE SUSAN MPriority: Nov 11, 1980Filed: Oct 31, 1983Granted: May 6, 1986
Est. expiryNov 11, 2000(expired)· nominal 20-yr term from priority
Inventors:DALUGE SUSAN M SKONEZNY PAUL M
A61P 31/04C07D 239/49C07D 215/40C07D 215/12C07D 311/64C07C 255/00C07D 405/06
PatentIndex Score
Cited by
References
Claims
Abstract

Novel 2,4-diaminopyrimidines having substituted heterobicyclomethyl moieties in the 5-position have superior antibacterial properties.
Claims

exact text as granted — not AI-modified
We claim: 
     
       1. A compound which is selected from 2,4-diamino-5-(7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)pyrimidine,   2,4-diamino-5-(3,4-dihydro-7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)-pyrimidine,   2,4-diamino-5-(8-methoxy-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(7,8-dimethoxy-2-methyl-2H-1-benzopyran-5-ylmethyl)-pyrimidine,   2,4-diamino-5-(7,8-dimethoxy,-2,2-dimethyl-2H-1-benzopyran-5-ylmethyl)pyrimidine,   2,4-diamino-5-(8-amino-7-methyl-5-quinolymethyl)pyrimidine,   2,4-diamino-5-(7,8-dimethoxy-2-oxo-2H-1-benzopyran-5-ylmethyl)-pyrimidine,   2,4-diamino-5-(7,8-dimethoxy-2-methyl-4H-1-benzopyran-5-ylmethyl)pyrimidine   5-(7-allyl-8-hydroxy-2-methyl-5-quinolylmethyl)-2,4-diaminopyrimidine,   5-(7-allyl-8-hydroxy-5-quinolylmethyl)-2,4-diaminopyrimidine,   5-(7-allyl-8-methoxy-5-quinolylmethyl)-2,4-diaminopyrimidine,   2,4-diamino-5-(8-methoxy-7-(1-propenyl)-5-quinolylmethyl)pyrimidine,   5-(7-allyl-8-methoxy-2-methyl-5-quinolymethyl)2,4-diaminopyrimidine,   2,4-diamino-5-(8-amino-7-methoxy-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(8-dimethylamino-7-methoxy-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(8-1-pyrrolyl-7-methyl-5-quinolylmethyl)pyrimidine,   2.   
     
     
       2. 4-diamino-5-(8-dimethylamino-7-methyl-5-quinolylmethyl)pyrimidine, 2,4-diamino-5-(8-methoxy-7-propylquinolylmethyl)pyrimidine,   2,4-diamino-5-(8-hydroxy-7-methoxy-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(7,8-dimethoxy-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(7-methyl-5-quinolylmethyl)pyrimidine,   4-amino-5-(7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)-2-glycinamidopyrimidine,   2,4-diamino-5-(8-amino-7-ethoxy-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(8-amino-7-methylthio-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(8-amino-7-chloro-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(7-methoxy-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(7-methoxy-8-methylthio-5-quinolylmethyl)pyrimidine,   5-(7-allyl-8-(2-methoxyethoxy)-5-quinolylmethyl)-2,4-diaminopyrimidine,   2,4-diamino-5-(5-amino-6-methyl-8-quinolylmethyl)pyrimidine,   2,4-diamino-5-(5-amino-6-methoxy-8-quinolylmethyl)pyrimidine,   2,4-diamino-5-(8-amino-7-methoxy-5-isoquinolylmethyl)pyrimidine,   5-(7-allyl-8-methoxy-5-(1,2,3,4-tetrahydroquinolyl)methyl-2,4-diaminopyrimidine,   2,4-diamino-(7-methoxy-8-nitro-5-quinolylmethyl)pyrimidine,   2,4-diamino-5-(7,8-dimethoxy-4H-1-benzopyran-5-ylmethyl)pyrimidine,   
     
     
       or a salt or N-oxide thereof. 2. A compound which is 2,4-diamino-5-(7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)pyrimidine, or a pharmaceutically acceptable salt thereof.     
     
     
       3. A compound which is 2,4-diamino-5-(7,8-dimethoxy-2-methyl-2H-1-benzopyran-5-ylmethyl)pyrimidine or a pharmaceutically acceptable salt thereof.     
     
     
       4. A compound which is 2,4-diamino-5-(8-amino-7-methyl-5-quinolylmethyl)pyrimidine or a pharmaceutically acceptable salt thereof.     
     
     
       5. A compound which is 2,4-diamino-5-(8-dimethylamino-7-methyl-5-quinolylmethyl)pyrimidine, or a pharmaceutically acceptable salt thereof.     
     
     
       6. A compound which is 2,4-diamino-5-(8-amino-7-methoxy-5-isoquinolylmethyl)pyrimidine, or a pharmaceutically acceptable salt thereof.     
     
     
       7. A compound which is 2,4-diamino-5-(7-methoxy-8-methylthio-5-quinolylmethyl)pyrimidine, or a pharmaceutically acceptable salt thereof.     
     
     
       8. A compound which is 2,4,-diamino-5-(8-amino-7-methoxy-5-quinolylmethyl)pyrimidine, or a pharmaceutically acceptable salt thereof.     
     
     
       9. A compound which is 2,4-diamino-5-(8-dimethylamino-7-methoxy-5-quinolylmethyl)-pyrimidine, or a pharmaceutically acceptable salt thereof.     
     
     
       10. A compound which is 2,4-diamino-5-(7,8-dimethoxy-5-quinolylmethyl)primidine, or a pharmaceutically acceptable salt thereof.     
     
     
       11. A method of inhibiting growth of susceptible bacteria which comprises using a compound or salt or formulation of a compound or salt of claims 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10 against said susceptible bacteria. 
     
     
       12. 2,4-diamino-5-(8-dimethylamino-7-methyl-5-quinolylmethyl)pyrimidine. 
     
     
       13. A pharmacuetically acceptable salt of 2,4-diamino-5-(8-dimethylamino-7-methyl-5-quinolylmethyl)pyrimidine. 
     
     
       14. 2,4-diamino-5-(8-dimethylamino-7-methoxy-5-quinolylmethyl)pyrimidine. 
     
     
       15. A pharmacuetically acceptable salt of 2,4-diamino-5-(8-dimethylamino-7-methoxy-5-quinolylmethyl)pyrimidine. 
     
     
       16. A pharmacuetical composition for use as an antibacterial comprising the compound or pharmacuetically acceptable salt of claims 1, 2, 3, 4, 5, 6, 7, 8 or 9 in a pharmacuetically acceptable carrier. 
     
     
       17. A method of treating a bacterial infection in a mammal which comprises administering to said mammal an effective antibacterial amount of 2,4-diamino-5-(8-dimethylamino-7-methyl-5-quinolylmethyl)pyrimidine or a pharmacuetically acceptable salt thereof. 
     
     
       18. A pharmacuetical composition for use as an antibacterial comprising an effective antibacterial amount of 2,4-diamino-5-(8-dimethylamino-7-methyl-5-quinolylmethyl)pyrimidine or a pharmacuetically acceptable salt thereof. 
     
     
       19. A method of treating a bacterial infection in a mammal which comprises administering to said mammal an effective antibacterial amount of 2,4-diamino-5-(8-dimethylamino-7-methoxy-5-quinolylmethyl)pyrimidine or a pharmacuetically acceptable salt thereof. 
     
     
       20. A pharmacuetically composition for use as an antibacterial comprising 2,4-diamino-5-(8-dimethylamino-7-methoxy-5-quinolylmethylamino)pyrimidine or a pharmacuetically acceptable salt thereof. 
     
     
       21. A pharmacuetical composition for use as an antibacterial comprising an effective antibacterial amount of the combination of 2,4-diamino-5-(8-dimethylamino-7-methoxy-5-quinolylmethyl)pyrimidine or a pharmacuetically acceptable salt thereof and sulfadimidine or a pharmacuetically acceptable salt thereof. 
     
     
       22. A method of treating a bacterial infection in a mammal comprising administration of the composition of claim 21 to said mammal in an effective antibacterial amount. 
     
     
       23. A pharmacuetical composition comprising for use as an antibacterial comprising an effective antibacterial amount of the combination of 2,4-diamino-5-(8-dimethylamino-7-methyl-5-quinolylmethylamino)pyrimidine or a pharmacuetically acceptable salt thereof and a p-aminobenzoic acid competitor. 
     
     
       24. A method of treating a bacterial infection in a mammal comprising administration of the composition of claim 2 to said mammal in an effective antibacterial amount. 
     
     
       25. A pharmacuetical composition for use as an antibacterial comprising of an effective antibacterial amount of 2,4-diamino-5-quinolylmethyl)pyrimidine, a pharmacuetically acceptable salt thereof, 2,4-diamino-5-(8-dimethylamino-7-methoxy-5-quinolylmethyl)pyrimidine or a pharmacuetically acceptable salt thereof and a para amino benzoic acid competitor. 
     
     
       26. The composition of claim 25 in which the inhibitor in sulfadimidine or a pharmaceutically acceptable salt thereof. 
     
     
       27. The method of treating a bacterial infection in a mammal comprising administering an effective antibacterial amount of the composition of claim 25 or 26 in an effective antibacterial amount.
Cited by (0)

No later patents cite this yet.
References (0)

No backward citations on record.